Top Florence Wine Tastings

Art, history, countryside, food. Tuscany has it all. If you only have one day free, book this Tuscany day trip from Florence to discover the region’s highlights with a local guide. Explore the city of Siena and the cathedral, and then take to the Chianti hills for a Tuscan lunch and wine tasting. Roam the streets of San Gimignano, and travel to Pisa to admire the architectural drama of Cathedral Square — home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include skip-the-line entry, if you wish.

Get a true taste of Italy's famous Chianti region on this full-day wine and food tour departing from Florence. Led by a guide, travel through the Tuscan hills by a 4x4 off-road vehicle, stopping to visit a wine estate and historic villa, and a cellar specializing in bottles of Chianti Classico. Sample the finest specialties at each stop, and save room for a 3-course meal in the Chianti countryside before making the return trip to Florence.

Discover the many delights of Tuscany’s wine country on this small-group tasting tour from Florence. Travel along beautiful hillside roads through vineyards, olive groves and cypress trees. Visit 2 top-rated wineries in the famed Chianti Classico region, tour the cellars and learn how wine is produced using traditional methods. Taste different wines, along with olive oil and Tuscan specialties like fresh cheeses and bruschetta. Group size is limited to twenty-five participants for a more personalized experience.

See all that Tuscany has to offer on this day trip to Pisa, Siena, and San Gimignano from Florence. Led by an expert guide, explore the main square and Gothic cathedral in Siena, followed by a traditional, 3-course lunch with wine. Afterward, enjoy free time to stroll the medieval streets of San Gimignano independently, as well as the city of Pisa, famous for its UNESCO-listed Leaning Tower. Your full day of sightseeing concludes with transportation back to Florence.

Combine medieval gems, fine wines, and UNESCO-listed monuments on this full-day tour of central Tuscany from Florence. Marvel over the medieval castle of Monteriggioni; explore the architectural wonders of historic Siena; and admire the striking skyline of hilltop San Gimignano. Enjoy a light lunch in Siena and finish your tour with a wine tasting at a local winery in the Chianti region.

Escape the hustle and bustle of Florence on a day trip to the Chianti wine region, with round-trip transport from a convenient Florence location. In addition to navigating for you, your guide provides insight into the winemaking process at vineyards often missed by visitors to Tuscany. The day’s itinerary includes wine tastings, an authentic Tuscan lunch, and frame-worthy photo opportunities along the way.

Experience the true flavor of the Tuscan countryside on this Chianti wine tour from Florence. Led by a professional tour escort, the tour includes visits local wineries set in scenic villages. Sample the most revered Tuscan wines, learn the characteristics of each blend and hear the winemakers’ secrets. Later, stop for a look at the fortress of Castellina before your return to Florence.

See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city the medieval hilltop town of San Gimignano. Then it's off to the village of Chianti for a tasting of local blends and delicious lunch at a winery. Top off your trip in Siena to explore its historic city center with a stop at the Duomo.

Get a taste of Chianti without a long day trip or drive using an e-bike to visit a vineyard on the outskirts of Florence. Easily scale the lovely Florentine hills with a battery-assisted boost and directions on an included GPS device. Sample Chianti-style wine and other Tuscan products at a vineyard in the ancient Etruscan town of Fiesole, and enjoy inspiring views of Florence on the ride back down.

Spend a delightful day exploring the hills and vineyards of Tuscany of a full-day tour from Florence. Stroll through the medieval streets of UNESCO-listed San Gimignano, learn the history of Monteriggioni’s imposing fortress and see highlights of Siena including the impressive cathedral and Piazza del Campo. Midday, stop at a winery in the famed Chianto Classico region for a lunch of Tuscan specialties and tasting of regional wine and olive oil.

Explore the Tuscan countryside in true Italian style — on a Vespa! After a short van ride from Florence and a riding lesson, spend a full day zipping along scenic country roads from the seat of your own personal Vespa. Pass by historic vineyards, villas and olive groves while your guide shares insight into local history and culture. Tour an organic farm and winery in the famed Chianti Rufina region, where you’ll enjoy a traditional Tuscan lunch and wine tastings.

Treat your taste buds to the flavors of Italy’s famous Chianti wine region on a half-day tour through the Tuscan countryside from Florence. Visit a local winery and vineyards to learn about traditional production methods, and taste different regional varietals along with Tuscan specialties like salami and cheese. Visit the well-preserved medieval village of Monteriggioni, where you’ll learn about the town’s historic fortress and taste more wine at another authentic estate.

Experience the best that Italy has to offer with this excursion that combines wine tasting and a Fiat 500 tour. Departing from Florence, hop behind the wheel of a gorgeous 1960s model and journey into the Tuscan hills with your convoy. Then, park your classic ride at a 15th-century wine estate and villa.

Soak up a unique view of Tuscany on this Vespa tour departing from Florence. Led by an expert guide, journey out of the city and hop onto your scooter once you reach the beautiful country roads of Chianti. Stop for a traditional Tuscan meal at a Farmhouse, you’ll enjoy a tasting of local olive oils and prominent Chianti wines while visiting a famous winery. Your Vespa tour will conclude back at your original departure point in Florence.

Soak up the flavor of Italy on a wine tasting tour in Tuscany. Departing from Florence, a sommelier guide will lead the way to the heart of the Chianti region, beloved for its deep-red wines and breathtaking scenery. Visit two wineries, sipping and swirling six local blends. Afterward, enjoy a traditional Tuscan lunch and a stop at a charming Italian village before returning to Florence. Numbers are limited to 16 to keep this experience as intimate as possible.

Visit the highlights of Tuscany in a single day on a tour from Florence. Explore Pisa, Chianti, San Gimignano, and enjoy a guided walking tour and entrance ticket to the cathedral Siena. Then visit a family-run Chianti winery for a traditional Italian lunch accompanied by a Chianti tasting. 

Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable private driver, travel through the renowned Chianti wine region to visit the towns of Siena and San Gimignano. See famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.

Experience the famous beauty and flavor of Italy’s Chianti wine region on this half-day tour from Florence. Travel through the rolling hills and vineyards of the Tuscan countryside, stopping at two estate wineries to taste authentic Chianti wines and snack on regional specialties like bruschetta and cheese. Visit the picturesque village of Greve for a sense of true country life, and enjoy leisure time to explore the winding medieval streets and artisan shops.

Saddle up and see Florence and Fiesole on an electric bike tour. Led by a local guide, head first to the hilltop town of Fiesole to admire panoramic views of Tuscany. Then cycle through Florence to pass top sites like Piazzale Michelangelo, the Ponte Vecchio, and the iconic Duomo, as your guide provides commentary along the way. Take a break at a Florentine wine bar to sample some snacks and local Chianti blend. The electric bike motor will start as soon as you pedal so you can enjoy a leisurely trip.

Saddle up for a scenic ride through the Tuscan countryside on this half-day bike tour departing from Florence. Led by a local guide, leave the city streets behind and pedal out toward the country hills, as the landscape changes to scenic vineyards and olive groves. Hop off at a winery located in a Renaissance villa for a delicious tasting of wine, olive oil and other Tuscan specialties. After satiating your palette, travel back on your bike to Florence.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.

Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.

Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to the elegant Renaissance architecture of Montepulciano. Explore the history of Montalcino’s imposing fortress and the jewel-box village of Pienza, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.

Escape the crowds with this wine-tasting experience in Florence. In a cozy, family-run bar, learn about Tuscan wines and wine culture as you sip several different types of wine while enjoy a delicious meal.